CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI177972_s0 (94176)

Formula C₂₂H₂₀O₁₄

MW 508.39

InChIKey KVEBZWYJDCRFCN-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 14

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.65

logP -0.438

PSA 236.81

MR 117.259

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -499.89403

PM7_Total_Energy_ev -7104.58555

PM7_Electronic_Energy_ev -63806.36028

PM7_Dipole_Debye 4.76481

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.136

PM7_LUMO_Energy_ev -1.34

PM7_COSMO_Area_square_ang 408.86

PM7_COSMO_Volue_cubic_ang 529.84

PM7_Electron_Affinity_ev 1.34

PM7_Ionization_Energy_ev 9.136

PM7_Energy_Gap_ev 7.796

PM7_Global_Hardness_ev 3.898

PM7_Global_Softness_ev 0.2565418163160595

PM7_Chemical_Potential_ev -5.238

PM7_Electronigativity_ev 5.238

PM7_Back_Donation_Energy_ev -0.9745

PM7_Electrophilicity_ev 3.519323242688558

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chromen-3-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(c(c3O)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)O

Canonical_SMILES COc1cc(ccc1O)c1oc2cc(O)c(c(c2c(=O)c1O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)O)O

InChI 1/C22H20O14/c1-33-9-4-6(2-3-7(9)23)18-19(14(27)11-10(34-18)5-8(24)12(25)13(11)26)35-22-17(30)15(28)16(29)20(36-22)21(31)32/h2-5,15-17,20,22-26,28-30H,1H3,(H,31,32)/f/h31H

InChI_3D 1S/C22H20O14/c1-33-9-4-6(2-3-7(9)23)18-19(14(27)11-10(34-18)5-8(24)12(25)13(11)26)35-22-17(30)15(28)16(29)20(36-22)21(31)32/h2-5,15-17,20,22-26,28-30H,1H3,(H,31,32)/t15-,16+,17+,20+,22+/m1/s1

AuxInfo 1/1/N:22,1,2,3,4,5,8,10,9,7,6,12,11,14,19,18,20,13,15,17,16,21,27,28,30,29,23,33,32,34,24,31,35,25,36,26/E:(31,32)/F:22,1,2,3,4,5,8,10,9,7,6,12,11,14,19,18,20,13,15,17,16,21,27,28,30,29,23,33,32,34,31,24,35,25,36,26/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;s5;s6;d13s14;;s16;s17;s18;s19;s20;;d14;d16;s7s13;s17s21;s8;s10;s11;s12;s16;s18;s19;s20;s9s22;s15s21;s1;s2;s3;s4;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;s34;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.2639,-1.7276,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;4.6366,-2.8249,0;4.9866,-1.8826,0;6.0895,4.5077,0;2.5998,-1.5032,0;6.9318,-.7843,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9528,2.9942,0;-.8675,1.5031,0;.8675,-1.4978,0;-.8653,-.5013,0;8.2468,-1.9116,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;5.2216,4.011,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;7.0439,-2.7405,0;6.7547,-3.5197,0;5.444,-4.0645,0;4.3134,-3.2064,0;4.4946,-1.7935,0;6.3379,4.0737,0;5.8411,4.9416,0;6.5235,4.7561,0;7.3841,2.7412,0;-1.2998,1.2518,0;1.3004,-1.748,0;-.8646,-1.0013,0;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;

Duplicates ChEBI177972_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177972_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177972_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177972_s0.sdf

Formula	C₂₂H₂₀O₁₄
MW	508.39
InChIKey	KVEBZWYJDCRFCN-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	14
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.65
logP	-0.438
PSA	236.81
MR	117.259
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-499.89403
PM7_Total_Energy_ev	-7104.58555
PM7_Electronic_Energy_ev	-63806.36028
PM7_Dipole_Debye	4.76481
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.136
PM7_LUMO_Energy_ev	-1.34
PM7_COSMO_Area_square_ang	408.86
PM7_COSMO_Volue_cubic_ang	529.84
PM7_Electron_Affinity_ev	1.34
PM7_Ionization_Energy_ev	9.136
PM7_Energy_Gap_ev	7.796
PM7_Global_Hardness_ev	3.898
PM7_Global_Softness_ev	0.2565418163160595
PM7_Chemical_Potential_ev	-5.238
PM7_Electronigativity_ev	5.238
PM7_Back_Donation_Energy_ev	-0.9745
PM7_Electrophilicity_ev	3.519323242688558
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chromen-3-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(c(c3O)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)O
Canonical_SMILES	COc1cc(ccc1O)c1oc2cc(O)c(c(c2c(=O)c1O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)O)O
InChI	1/C22H20O14/c1-33-9-4-6(2-3-7(9)23)18-19(14(27)11-10(34-18)5-8(24)12(25)13(11)26)35-22-17(30)15(28)16(29)20(36-22)21(31)32/h2-5,15-17,20,22-26,28-30H,1H3,(H,31,32)/f/h31H
InChI_3D	1S/C22H20O14/c1-33-9-4-6(2-3-7(9)23)18-19(14(27)11-10(34-18)5-8(24)12(25)13(11)26)35-22-17(30)15(28)16(29)20(36-22)21(31)32/h2-5,15-17,20,22-26,28-30H,1H3,(H,31,32)/t15-,16+,17+,20+,22+/m1/s1
AuxInfo	1/1/N:22,1,2,3,4,5,8,10,9,7,6,12,11,14,19,18,20,13,15,17,16,21,27,28,30,29,23,33,32,34,24,31,35,25,36,26/E:(31,32)/F:22,1,2,3,4,5,8,10,9,7,6,12,11,14,19,18,20,13,15,17,16,21,27,28,30,29,23,33,32,34,31,24,35,25,36,26/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;s5;s6;d13s14;;s16;s17;s18;s19;s20;;d14;d16;s7s13;s17s21;s8;s10;s11;s12;s16;s18;s19;s20;s9s22;s15s21;s1;s2;s3;s4;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;s34;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.2639,-1.7276,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;4.6366,-2.8249,0;4.9866,-1.8826,0;6.0895,4.5077,0;2.5998,-1.5032,0;6.9318,-.7843,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9528,2.9942,0;-.8675,1.5031,0;.8675,-1.4978,0;-.8653,-.5013,0;8.2468,-1.9116,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;5.2216,4.011,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;7.0439,-2.7405,0;6.7547,-3.5197,0;5.444,-4.0645,0;4.3134,-3.2064,0;4.4946,-1.7935,0;6.3379,4.0737,0;5.8411,4.9416,0;6.5235,4.7561,0;7.3841,2.7412,0;-1.2998,1.2518,0;1.3004,-1.748,0;-.8646,-1.0013,0;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;
Duplicates	ChEBI177972_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177972_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177972_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177972_s0.sdf